trans- andcis-Bicyclo[n.1.0]alk-2-ynes of Medium Ring Size

✍ Scribed by Detert, Heiner ;Meier, Herbert

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 808 KB
• Volume: 1997
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199719970736

✦ Synopsis

Abstract

Starting from cycloalkenes, the cis‐ or trans‐cyclopropano anellated cycloalkynes 2–7 of medium ring size were synthesized. The triple bonds were introduced in the final reaction step either by the fragmentation of the corresponding 1,2,3‐selenadiazoles or by direct dehydration of a ketone (Scheme 2). The cis‐fused bicycles 2 and 3 and the trans‐fused bicycles 5, 6 and 7 could be isolated in a pure state. The intermediary existence of the most strained system trans‐bicyclo[7.1.0]dec‐2‐yne (4) was proven by trapping reactions.